Race by race
| | Team | Div. | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | | TOT |
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| 1 | Brunswick | A | 1 | BYE | 1 | BYE | 1 | BYE | 5 | BYE | 5 | BYE | 1 | BYE | | 26 |
| | Bruins | B | BYE | 1 | BYE | 1 | BYE | 3 | BYE | 4 | BYE | 1 | BYE | 1 | | 23 |
| |  | | 3 | 6 | 9 | 12 | 15 | 20 | 27 | 33 | 40 | 43 | 46 | 49 | | 49 |
| 2 | Fairfield Ludlowe | A | 3 | BYE | 4 | BYE | 7 | BYE | 1 | BYE | 1 | BYE | 4 | BYE | | 38 |
| | Falcons | B | BYE | 4 | BYE | 4 | BYE | 2 | BYE | 1 | BYE | 5 | BYE | 4 | | 38 |
| |  | | 6 | 13 | 20 | 27 | 37 | 42 | 46 | 50 | 54 | 62 | 69 | 76 | | 76 |
| 3 | Greenwich Academy | A | 2 | BYE | 2 | BYE | 3 | BYE | 2 | BYE | 4 | BYE | 2 | BYE | | 33 |
| | Gator | B | BYE | 6 | BYE | 6 | BYE | 5 | BYE | 2 | BYE | 6 | BYE | 6 | | 61 |
| |  | | 7 | 16 | 23 | 32 | 40 | 48 | 55 | 60 | 69 | 78 | 85 | 94 | | 94 |
* | 4 | Greenwich | A | 6 | BYE | 5 | BYE | 8 | BYE | 6 | BYE | 8 | BYE | 3 | BYE | | 72 |
| | Cardinals | B | BYE | 2 | BYE | 3 | BYE | 1 | BYE | 5 | BYE | 3 | BYE | 2 | | 34 |
| |  | | 9 | 17 | 25 | 34 | 45 | 52 | 61 | 72 | 83 | 92 | 98 | 106 | | 106 |
* | 5 | Staples | A | 4 | BYE | 3 | BYE | 4 | BYE | 3 | BYE | 3 | BYE | 5 | BYE | | 46 |
| | The Wreckers | B | BYE | 3 | BYE | 5 | BYE | 4 | BYE | 7 | BYE | 4 | BYE | 7 | | 60 |
| |  | | 9 | 16 | 24 | 33 | 42 | 50 | 58 | 69 | 77 | 85 | 95 | 106 | | 106 |
| 6 | Fairfield Prep | A | 7 | BYE | 6 | BYE | 2 | BYE | 4 | BYE | 2 | BYE | 7 | BYE | | 58 |
| | Jesuits | B | BYE | 7 | BYE | 2 | BYE | 6 | BYE | 6 | BYE | 8 | BYE | 3 | | 62 |
| |  | | 12 | 24 | 35 | 42 | 49 | 60 | 69 | 80 | 87 | 100 | 112 | 120 | | 120 |
| 7 | Darien | A | 8 | BYE | 8 | BYE | 6 | BYE | 7 | BYE | 6 | BYE | 8 | BYE | MRP | 105 |
| | Blue Wave | B | BYE | 5 | BYE | 7 | BYE | 7 | BYE | 3 | BYE | 2 | BYE | 5 | MRP | 79 |
| |  | | 13 | 25 | 38 | 52 | 63 | 77 | 89 | 99 | 110 | 119 | 132 | 144 | (40) | 184 |
| 8 | Greenwich Country Da | A | 5 | BYE | 7 | BYE | 5 | BYE | 8 | BYE | 7 | BYE | 6 | BYE | MRP | 94 |
| | Tigers | B | BYE | 8 | BYE | 8 | BYE | 8 | BYE | 8 | BYE | 7 | BYE | DNS | MRP | 130 |
| |  | | 14 | 28 | 44 | 58 | 72 | 86 | 103 | 117 | 133 | 146 | 161 | 184 | (40) | 224 |
Sym. | Explanation |
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* | Head-to-head tiebreaker |